
2,5-Diphenyl-1,5-hexadiene synthesis
- Product Name:2,5-Diphenyl-1,5-hexadiene
- CAS Number:7283-49-0
- Molecular formula:C18H18
- Molecular Weight:234.34
![Benzene, [1-(chloromethyl)ethenyl]-](/CAS/20200401/GIF/3360-52-9.gif)
3360-52-9
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Yield:7283-49-0 95%
Reaction Conditions:
with (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate;zinc in tetrahydrofuran at 23 - 25; for 5 h;Irradiation;Inert atmosphere;
Steps:
Homocoupling of Organic Halides; General Procedure
General procedure: THF (1.5 mL), organic halide 3 (1.5 mmol, 1.0 equiv) and Ir(dtbbpy)(ppy)2 PF6 (3.5 mg, 0.0025 equiv) were successively added to a test tube containing Zn dust (73 mg, 1.125 mmol, 0.75 equiv). The reaction mixture was stirred under irradiation with a strip of 400 nm LEDs for 5 h, with water cooling to maintain the reaction temperature around 23-25 °C. For the work-up, H2O (5 mL) was added and the mixture was extracted with hexane (3 × 7 mL). The combined extracts were filtered through Na2SO4 and concentrated under vacuum.The residue was purified by flash chromatography eluting with hexane/EtOAc.
References:
Levin, Vitalij V.;Agababyan, Daniil P.;Struchkova, Marina I.;Dilman, Alexander D. [Synthesis,2018,vol. 50,# 15,art. no. SS-2018-C0067-ST,p. 2930 - 2935]

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